5'-hydroxystreptomycin
CHEBI:24750 EXACT SEEDED antimicrobial unspecified
A streptomycin bearing an additional hydroxy substituent at the 5'-position (on the furanose ring)
Structure
| Standard InChIKey | OFNXOACBUMGOPC-HZYVHMACSA-N |
|---|---|
| SMILES | CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]2NC(N)=N)O[C@@H](CO)[C@]1(O)C=O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA0933 |
Filing pathway
Carbohydrates — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is saccharide, from MIBiG.
Producer organisms 1
A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Streptomyces glaucescens NCBITaxon:1907 |
SOURCE_ASSERTION | mibig:BGC0000690 | PMID:8628239 |
Occurrences 10
Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.
| Taxon | Source | Reference |
|---|---|---|
| Streptomyces griseocarneus NCBITaxon:51201 |
LOTUS | DOI:10.1021/JA01149A109 |
| Streptomyces glaucescens NCBITaxon:1907 |
LOTUS | DOI:10.1007/BF00260640 |
| Streptomyces glaucescens NCBITaxon:1907 |
LOTUS | DOI:10.1007/BF00330443 |
| Streptomyces glaucescens NCBITaxon:1907 |
LOTUS | DOI:10.1007/BF02172990 |
| Streptomyces glaucescens NCBITaxon:1907 |
LOTUS | DOI:10.1016/J.JBIOTEC.2017.09.008 |
| Streptomyces glaucescens NCBITaxon:1907 |
LOTUS | DOI:10.1046/J.1432-1327.1998.2581059.X |
| Streptomyces glaucescens NCBITaxon:1907 |
LOTUS | DOI:10.1099/00221287-113-2-243 |
| Streptomyces glaucescens NCBITaxon:1907 |
LOTUS | DOI:10.1099/00221287-129-2-519 |
| Streptomyces glaucescens NCBITaxon:1907 |
LOTUS | DOI:10.1099/00221287-129-2-529 |
| Streptomyces glaucescens NCBITaxon:1907 |
LOTUS | DOI:10.1139/M84-165 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000690 | Streptomyces glaucescens NCBITaxon:1907 |
CLUSTER_UNSTATED | genbank:AJ006985.1 |
A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.
Elsewhere in the fleet
- AntibioticMech — CHEBI:24750 (same structure, same inchikey)
Open questions 1
name-disagreement — ChEBI calls this structure "5'-hydroxystreptomycin" and MIBiG calls it 'hydroxystreptomycin'. They share a Standard InChIKey, so if the names denote different compounds then one upstream record has the wrong structure. Check which.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000690 | MIBIG | 5 |
| CHEBI:24750 | CHEBI | 3-star |
This page is generated from data/natural_products/carbohydrates/5-hydroxystreptomycin.yaml, which is generated from the committed inventories. Neither is edited by hand.